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All listings in Gloucester

Search yacht rentals in Gloucester, Massachusetts.

Page 1 of 15 listings

2 hour harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

2 hour harbor cruise around historic Salem Sound

5.0
$400/hour
Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

5.0
$550/hour
Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!

5.0
$225+/hour
Large Group Experience : Private Events  in Gloucester, Massachusetts
Events in Gloucester · 46 guests

Large Group Experience : Private Events in Gloucester, Massachusetts

5.0
$499+/hour
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,200+/hour

Motor Yacht Reviews in Gloucester

  1. FB

    Frima

    2 hour harbor cruise around historic Salem Sound

    Our trip with Captain Michael was exceptional! All around delightful experience from start and finish! The boat is clean and very spacious. The Captain and staff member was very engaging and made memorable stops for us to explore the beautiful coastline of the North Shore. Can't wait to go again!

  2. AD

    Alice

    Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!

    Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

  3. BF

    Brianna

    Large Group Experience : Private Events in Gloucester, Massachusetts

    Best captain/host ever! The boat was beautiful, sound system great, and the people made our night. Everything went so smoothly. Barbara and Jeff were a great time and we can’t wait to hit the water with them again!

  4. RM

    Richard

    2 hour harbor cruise around historic Salem Sound

    Michael and Paul made this 8 hour fishing trip for haddock so much fun. Large shark sightings were amazing. Everything was taken care of by crew. Best day ever

  5. Sreenivasan

    Sreenivasan

    Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

    Excellent sail boat and amazing crew. We had an unforgettable experience. The When & If… is a beauty! Thank you Capt. Seth & team of pirates :)..